N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide

Base Information

• Chemical Name: N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide
• CAS No.: 866395-53-1
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.326
• Mol file: 866395-53-1.mol

Synonyms:N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide

Chemical Property of N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide

There total 6 articles about N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl (3S)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoate (72342-64-4) → N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide (866395-53-1)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; water; for 1h;

DOI:10.1016/j.tet.2005.07.049

Reference yield:

(R)-1-diazo-3-phthalimido-4-methylpentan-2-one (866395-48-4) → N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide (866395-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / PhCO₂Ag; Et₃N / 2 h / Heating

2: LiBH₄ / tetrahydrofuran; H₂O / 1 h

With lithium borohydride; silver benzoate; triethylamine; In tetrahydrofuran; water; 1: Wolff rearrangement;

DOI:10.1016/j.tet.2005.07.049

Reference yield:

phthalic anhydride (85-44-9) → N-[1-(2-hydroxy-ethyl)-2-methyl-propyl]-2-hydroxymethyl-benzamide (866395-53-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / Et₃N / toluene / Heating

2: SOCl₂; DMF / 20 °C

3: 22.7 g / diethyl ether; toluene / 0 °C

4: 72 percent / PhCO₂Ag; Et₃N / 2 h / Heating

5: LiBH₄ / tetrahydrofuran; H₂O / 1 h

With lithium borohydride; thionyl chloride; silver benzoate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; water; toluene; 4: Wolff rearrangement;

DOI:10.1016/j.tet.2005.07.049

upstream raw materials:

methyl (3S)-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-methylpentanoate

(R)-1-diazo-3-phthalimido-4-methylpentan-2-one

phthalic anhydride

D-Val-OH

Downstream raw materials:

(2S,9S,12S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-11-oxo-9-(2'-propyl)nonadecanoic acid methyl ester

(2S,9S)-2,6-cyclo-6-aza-9-(benzyloxycarbonylamino)-10-methylundecanoic acid methyl ester

(S)-1-((S)-3-Benzyloxycarbonylamino-4-methyl-pentyl)-pyrrolidine-2-carboxylic acid

(S)-1-mesyloxy-N-(benzyloxycarbonyl)-3-amino-4-methylpentane